When to Visit Aspen
While Aspen is a year-round destination they have two distinct high seasons. December to February when the town is covered in fresh powder and the slopes are ready to be conquered. Then again in June and August where temperatures hover around the high 70's and the mountain hikes are blooming with life.
Aspen is a pricey visit regardless of the month, but beware that prices will be especially elevated during these months. Since Aspen is gorgeous year-round don't be afraid to visit during shoulder seasons. Just make sure to plan ahead because some hotels and restaurants do shut down in the off season.
How to get to Aspen
Aspen has a small airport, Aspen-Pitkin County Airport (code: ASE), that services regional airlines and closes frequently due to bad weather. You can find direct flights from Chicago, but not from New York.
If you have money to blow, another option is chartering a flight to one of Aspen's nearby private and general aviation airports. Find out more here.
An easier on the wallet approach is the fly plus drive method. Book a flight into Denver International and then rent a car for the the 4ish hour drive to Aspen. There are two major routes if you're driving from Denver to Aspen. The first, Independence Pass, is only open in the summer months but provides spectacular views. The second is a bit slower and longer and drives through Glenwood Springs.
If you fly into Denver International you can book a charter bus through Colorado Mountain Express. More info here. Cost is around $120 per person.
Events in Aspen
There is always something going on in Aspen check out this site for all events. Here are some of the big ones you should keep in mind.
What to do in Aspen
Aspen has a huge array of things to do depending on if you're visiting in Winter or Summer.
Check out this list for a complete guide on what to do in Aspen in the winter.
One last thing... even though researching ahead of time is great, I definitely recommend bringing a guidebook along with you. Here are some books I recommend...
And of course, if you have any questions DO NOT hesitate to reach out to me via Instagram, Twitter, or just shoot me an email (firstname.lastname@example.org).